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Also known as: 83919-23-7, Asmanex, Nasonex, Elocon, Monovo, Sch 32088
Molecular Formula
C27H30Cl2O6
Molecular Weight
521.4  g/mol
InChI Key
WOFMFGQZHJDGCX-ZULDAHANSA-N
FDA UNII
04201GDN4R

Mometasone Furoate
A pregnadienediol derivative ANTI-ALLERGIC AGENT and ANTI-INFLAMMATORY AGENT that is used in the management of ASTHMA and ALLERGIC RHINITIS. It is also used as a topical treatment for skin disorders.
1 2D Structure

Mometasone Furoate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(8S,9R,10S,11S,13S,14S,16R,17R)-9-chloro-17-(2-chloroacetyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] furan-2-carboxylate
2.1.2 InChI
InChI=1S/C27H30Cl2O6/c1-15-11-19-18-7-6-16-12-17(30)8-9-24(16,2)26(18,29)21(31)13-25(19,3)27(15,22(32)14-28)35-23(33)20-5-4-10-34-20/h4-5,8-10,12,15,18-19,21,31H,6-7,11,13-14H2,1-3H3/t15-,18+,19+,21+,24+,25+,26+,27+/m1/s1
2.1.3 InChI Key
WOFMFGQZHJDGCX-ZULDAHANSA-N
2.1.4 Canonical SMILES
CC1CC2C3CCC4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)CCl)OC(=O)C5=CC=CO5)C)O)Cl)C
2.1.5 Isomeric SMILES
C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)CCl)OC(=O)C5=CC=CO5)C)O)Cl)C
2.2 Other Identifiers
2.2.1 UNII
04201GDN4R
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Asmanex

2. Asmanex Twisthaler

3. Elocon

4. Furoate Monohydrate, Mometasone

5. Furoate, Mometasone

6. Mometasone

7. Mometasone Furoate Monohydrate

8. Monohydrate, Mometasone Furoate

9. Nasonex

10. Rinelon

11. Sch 32088

12. Sch-32088

13. Sch32088

14. Twisthaler, Asmanex

2.3.2 Depositor-Supplied Synonyms

1. 83919-23-7

2. Asmanex

3. Nasonex

4. Elocon

5. Monovo

6. Sch 32088

7. Mometasone 17-furoate

8. Sinuva

9. Mometasone Furoate Anhydrous

10. Sch32088

11. Sch-32088

12. Nsc-746171

13. Chembl1161

14. Lyr210

15. (8s,9r,10s,11s,13s,14s,16r,17r)-9-chloro-17-(2-chloroacetyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3h-cyclopenta[a]phenanthren-17-yl Furan-2-carboxylate

16. [(8s,9r,10s,11s,13s,14s,16r,17r)-9-chloro-17-(2-chloroacetyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] Furan-2-carboxylate

17. Chebi:47564

18. Lyr-210

19. 04201gdn4r

20. Nsc-760077

21. (11beta,16alpha)-9,21-dichloro-17-[(2-furanylcarbonyl)oxy]-11-hydroxy-16-methylpregna-1,4-diene-3,20-dione

22. Danitin

23. Ecural

24. Elomet

25. Dsstox_cid_3333

26. Asmanex Twisthaler

27. Dsstox_rid_76981

28. Dsstox_gsid_23333

29. (9beta,10alpha,11alpha,14beta,16alpha,17alpha)-9,21-dichloro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl Furan-2-carboxylate

30. 9,21-dichloro-11beta-hydroxy-16alpha-methyl-3,20-dioxopregna-1,4-dien-17-yl Furan-2-carboxylate

31. Elocone

32. Flumeta

33. Nosorex

34. Rimelon

35. Ovixan

36. Asmanex Hfa

37. Mometasone Fuorate

38. Mof

39. Unii-04201gdn4r

40. Mometasone-furoate

41. Ncgc00016950-01

42. Prestwick_924

43. Asmanex (tn)

44. Mometasone Furoate [usan:usp:jan]

45. Cas-83919-23-7

46. Elocon (tn)

47. Las 41002

48. Brn 4340538

49. Prestwick0_000572

50. Prestwick1_000572

51. Prestwick2_000572

52. Prestwick3_000572

53. Mometasone Furancarboxylate

54. Schembl4568

55. Bspbio_000384

56. Mometasone 17-(2-furoate)

57. Mls002153879

58. Spbio_002603

59. Mometasone Furoate (jan/usp)

60. Bpbio1_000424

61. Mometasone Furoate [mi]

62. Dtxsid4023333

63. Mometasone Furoate [jan]

64. Mometasone Furoate [usan]

65. Hms1569d06

66. Hms2096d06

67. Hms2235i14

68. Hms3713d06

69. Mometasone Furoate [vandf]

70. Mometasone Furoate [mart.]

71. Mometasone Furoate [usp-rs]

72. Mometasone Furoate [who-dd]

73. Zinc3938677

74. Tox21_110705

75. Ac-941

76. Bdbm50148733

77. Mfcd00866003

78. Nsc746171

79. S1987

80. Mometasone Furoate, >=98% (hplc)

81. Akos015994732

82. Tox21_110705_1

83. Ccg-220572

84. Db14512

85. Ks-1275

86. Mometasone Furoate [green Book]

87. Nsc 746171

88. Nsc 760077

89. 9,21-dichloro-11beta,17-dihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 17-(2-furoate)

90. Mometasone Furoate [orange Book]

91. Mometasone Furoate [ep Monograph]

92. Ncgc00179578-01

93. Ncgc00179578-03

94. Ncgc00179578-04

95. (11beta,16alpha)-9,21-dichloro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl Furan-2-carboxylate

96. Dulera Component Mometasone Furoate

97. Hy-13693

98. Mometasone Furoate [usp Monograph]

99. Smr001233233

100. M2354

101. Mometasone Furoate Component Of Dulera

102. C07817

103. D00690

104. Mometasone Furoate 1000 Microg/ml In Methanol

105. 919m237

106. A840685

107. Mometasone Furoate 100 Microg/ml In Acetonitrile

108. Sr-01000841209

109. Lyr-220 Active Component Mometasone Furoate

110. Q-101380

111. Q1044248

112. Sr-01000841209-2

113. Brd-k60640630-001-03-7

114. Brd-k60640630-001-11-0

115. Mometasone Furoate, European Pharmacopoeia (ep) Reference Standard

116. Mometasone Furoate, United States Pharmacopeia (usp) Reference Standard

117. 11?,16?)-9,21-dichloro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl 2-furoate

118. Mometasone Furoate, Pharmaceutical Secondary Standard; Certified Reference Material

119. (11.beta.,16.alpha.)-9,21-dichloro-17-((2-furanylcarbonyl)oxy)-11-hydroxy-16-methylpregna-1,4-diene-3,20-dione

120. [(8s,9r,10s,11s,13s,14s,16r,17r)-9-chloro-17-(2-chloroacetyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] Furan-2-carboxylate;mometasone Furoate

121. [(9r,10s,11s,13s,16r,17r)-9-chloro-17-(2-chloroacetyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] Furan-2-carboxylate

122. 9,21-dichloro-11.beta.,17-dihydroxy-16.alpha.-methylpregna-1,4-diene-3,20-dione 17-(2-furoate)

123. Pregna-1,20-dione, 9,21-dichloro-17-[(2-furanylcarbonyl)oxy]-11-hydroxy-16-methyl-, (11.beta.,16.alpha.)-

124. Pregna-1,4-diene-3,20-dione, 9,21-dichloro-17-((2-furanylcarbonyl)oxy)-11-hydroxy-16-methyl-, (11.beta.,16.alpha.)

125. Pregna-1,4-diene-3,20-dione, 9,21-dichloro-17-((2-furanylcarbonyl)oxy)-11-hydroxy-16-methyl-, (11beta,16alpha)-

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 521.4 g/mol
Molecular Formula C27H30Cl2O6
XLogP33.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Exact Mass520.1419441 g/mol
Monoisotopic Mass520.1419441 g/mol
Topological Polar Surface Area93.8 Ų
Heavy Atom Count35
Formal Charge0
Complexity1020
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 6  
Drug NameElocon
Drug LabelELOCON (mometasone furoate) Ointment, 0.1% contains mometasone furoate for topical use. Mometasone furoate is a synthetic corticosteroid with anti-inflammatory activity.Chemically, mometasone furoate is 9,21-dichloro-11,17-dihydroxy-16-methylpr...
Active IngredientMometasone furoate
Dosage FormLotion; Ointment; Cream
RouteTopical
Strength0.1%
Market StatusPrescription
CompanyMerck Sharp Dohme

2 of 6  
Drug NameMometasone furoate
PubMed HealthMometasone
Drug ClassesAnti-Inflammatory, Corticosteroid, Strong
Drug LabelMometasone furoate, the active component of the ASMANEX TWISTHALER product, is a corticosteroid with the chemical name 9,21-dichloro-11(Beta),17-dihydroxy-16(alpha)-methylpregna-1,4-diene-3,20-dione 17-(2-furoate) and the following chemical structure...
Active IngredientMometasone furoate
Dosage FormOintment; Cream; Lotion
RouteTopical
Strength0.1%
Market StatusPrescription
CompanyTaro; Glenmark Generics; Fougera Pharms; Perrigo; Perrigo New York; Tolmar; G And W Labs

3 of 6  
Drug NameNasonex
Drug LabelMometasone furoate monohydrate, the active component of NASONEX Nasal Spray, 50 mcg, is an anti-inflammatory corticosteroid having the chemical name, 9,21-Dichloro-11,17-dihydroxy-16-methylpregna-1,4-diene-3,20-dione17-(2 furoate) monohydrate, an...
Active IngredientMometasone furoate monohydrate
Dosage FormSpray, metered
RouteNasal
Strengtheq 0.05mg base/spray
Market StatusPrescription
CompanyMerck Sharp Dohme

4 of 6  
Drug NameElocon
Drug LabelELOCON (mometasone furoate) Ointment, 0.1% contains mometasone furoate for topical use. Mometasone furoate is a synthetic corticosteroid with anti-inflammatory activity.Chemically, mometasone furoate is 9,21-dichloro-11,17-dihydroxy-16-methylpr...
Active IngredientMometasone furoate
Dosage FormLotion; Ointment; Cream
RouteTopical
Strength0.1%
Market StatusPrescription
CompanyMerck Sharp Dohme

5 of 6  
Drug NameMometasone furoate
PubMed HealthMometasone
Drug ClassesAnti-Inflammatory, Corticosteroid, Strong
Drug LabelMometasone furoate, the active component of the ASMANEX TWISTHALER product, is a corticosteroid with the chemical name 9,21-dichloro-11(Beta),17-dihydroxy-16(alpha)-methylpregna-1,4-diene-3,20-dione 17-(2-furoate) and the following chemical structure...
Active IngredientMometasone furoate
Dosage FormOintment; Cream; Lotion
RouteTopical
Strength0.1%
Market StatusPrescription
CompanyTaro; Glenmark Generics; Fougera Pharms; Perrigo; Perrigo New York; Tolmar; G And W Labs

6 of 6  
Drug NameNasonex
Drug LabelMometasone furoate monohydrate, the active component of NASONEX Nasal Spray, 50 mcg, is an anti-inflammatory corticosteroid having the chemical name, 9,21-Dichloro-11,17-dihydroxy-16-methylpregna-1,4-diene-3,20-dione17-(2 furoate) monohydrate, an...
Active IngredientMometasone furoate monohydrate
Dosage FormSpray, metered
RouteNasal
Strengtheq 0.05mg base/spray
Market StatusPrescription
CompanyMerck Sharp Dohme

4.2 Drug Indication

There are 3 formulations of mometasone furoate with various indications. The inhaler is indicated for prophylaxis of asthma in patients 4 years. The nasal spray is indicated for treating nasal symptoms of allergic rhinitis in patients 2 years, treating symptoms of nasal congestion from seasonal allergic rhinitis in patients 2 years, treating nasal polyps in patients 18 years, and prophylaxis of seasonal allergic rhinitis in patients 12 years. The ointment is indicated for symptomatic treatment of dermatitis and pruritis in patients 2 years.


FDA Label


Seasonal and perennial allergic rhinitis


5 Pharmacology and Biochemistry
5.1 Pharmacology

Mometasone is a synthetic corticosteroid with an affinity for glucocorticoid receptors 22 times higher than that of [dexamethasone]. Mometasone furoate also has a lower affinity to mineralocorticoid receptors than natural corticosteroids, making it more selective in its action. Mometasone furoate diffuses across cell membranes to activate pathways responsible for reducing inflammation.


5.2 MeSH Pharmacological Classification

Anti-Inflammatory Agents

Substances that reduce or suppress INFLAMMATION. (See all compounds classified as Anti-Inflammatory Agents.)


Dermatologic Agents

Drugs used to treat or prevent skin disorders or for the routine care of skin. (See all compounds classified as Dermatologic Agents.)


Anti-Allergic Agents

Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475) (See all compounds classified as Anti-Allergic Agents.)


5.3 FDA Pharmacological Classification
5.3.1 Pharmacological Classes
Corticosteroid Hormone Receptor Agonists [MoA]; Corticosteroid [EPC]; Corticosteroid Hormone Receptor Agonists [MoA]
5.4 Absorption, Distribution and Excretion

Absorption

The mean time to peak concentration is 1.0 to 2.5 hours. Bioavailability has been reported as <1% but studies of repeat doses of inhaled corticosteroids suggest a bioavailability of 11%. The 0.1% ointment may have a bioavailability of 0.7%.


Route of Elimination

For an inhaled dose, approximately 74% is excreted in the feces and 8% is excreted in the urine.


Volume of Distribution

Steady state volume of distribution of 152L.


Clearance

The clearance rate of mometasone furoate is not readily available, though it may be close to 90L/h.


5.5 Metabolism/Metabolites

Metabolism of mometasone furoate is largely performed hepatically by cytochrome P450 3A4 producing a number of metabolites. Some of these metabolites include free mometasone and 6-beta-hydroxy-mometasone furoate.


5.6 Biological Half-Life

The terminal half life of an inhaled dose is approximately 5 hours though it has been reported as 5.8 hours by other sources.


5.7 Mechanism of Action

In asthma, mometasone is believed to inhibit mast cells, eosinophils, basophils, and lymphocytes. There is also evidence of inhibition of histamine, leukotrienes, and cytokines. Corticosteroids diffuse across cell membranes into the cytosol of cells where they bind to glucocorticoid receptors to produce their activity. Mometasone furoate has a particularly high receptor affinity compare to other corticosteroids, 22 times higher than that of [dexamethasone]. Mometasone furoate binding to a glucocorticoid receptor causes conformational changes in the receptor, separation from chaperones, and the receptor moves to the nucleus. Once at the nucleus, receptors dimerize and bind to a DNA sequence known as the glucocorticoid response element which either increases expression of anti-inflammatory molecules or inhibits expression of pro-inflammatory molecules (such as interleukins 4 and 5). Mometasone furoate also reduces inflammation by blocking transcription factors such as activator-protein-1 and nuclear factor kappa B (NF-kappaB).


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05-Jan-2021
31-Aug-2024
KGS
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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

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DRUG PRODUCT COMPOSITIONS

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DOSAGE - OINTMENT;TOPICAL - 0.1%

USFDA APPLICATION NUMBER - 19543

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DOSAGE - CREAM;TOPICAL - 0.1% **Federal Regis...DOSAGE - CREAM;TOPICAL - 0.1% **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 19625

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DOSAGE - LOTION;TOPICAL - 0.1% **Federal Regi...DOSAGE - LOTION;TOPICAL - 0.1% **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 19796

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DOSAGE - AEROSOL, METERED;INHALATION - 0.05MG...DOSAGE - AEROSOL, METERED;INHALATION - 0.05MG/INH

USFDA APPLICATION NUMBER - 205641

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DOSAGE - AEROSOL, METERED;INHALATION - 0.10MG...DOSAGE - AEROSOL, METERED;INHALATION - 0.10MG/INH

USFDA APPLICATION NUMBER - 205641

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DOSAGE - AEROSOL, METERED;INHALATION - 0.20MG...DOSAGE - AEROSOL, METERED;INHALATION - 0.20MG/INH

USFDA APPLICATION NUMBER - 205641

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DOSAGE - SPRAY, METERED;NASAL - 0.05MG/SPRAY ...DOSAGE - SPRAY, METERED;NASAL - 0.05MG/SPRAY **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 20762

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DOSAGE - POWDER;INHALATION - 0.11MG/INH

USFDA APPLICATION NUMBER - 21067

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DOSAGE - POWDER;INHALATION - 0.22MG/INH

USFDA APPLICATION NUMBER - 21067

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DOSAGE - AEROSOL, METERED;INHALATION - 0.005M...DOSAGE - AEROSOL, METERED;INHALATION - 0.005MG/INH;0.05MG/INH

USFDA APPLICATION NUMBER - 22518

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DOSAGE - AEROSOL, METERED;INHALATION - 0.005M...DOSAGE - AEROSOL, METERED;INHALATION - 0.005MG/INH;0.1MG/INH

USFDA APPLICATION NUMBER - 22518

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DOSAGE - AEROSOL, METERED;INHALATION - 0.005M...DOSAGE - AEROSOL, METERED;INHALATION - 0.005MG/INH;0.2MG/INH

USFDA APPLICATION NUMBER - 22518

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